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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627105Generated: October 31, 2026

tert-Butyl (3S,6S)-6-{[(tert-butyldimethylsilyl)oxy]methyl}-3-hydroxy-4-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate → (2S,5R)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-5-hydroxy-4-iodo-5,6-dihydropyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/627105

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (3S,6S)-6-{[(tert-butyldimethylsilyl)oxy]methyl}-3-hydroxy-4-methyl-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 89852486—
Reactant(S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-4-iodo-5-oxo-5,6-dihydropyridine-1 (2H)-carboxylateHCID 131735281—
Product(2S,5R)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-5-hydroxy-4-iodo-5,6-dihydropyridine-1(2H)-carboxylateHCID 89852011—

Reaction Steps

The title compound was prepared from (S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-4-iodo-5-oxo-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 51, 10 g, 21.39 mmol) following the procedure described for Intermediate 8. The desired product was obtained as a colorless oil (8.87 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309245B2
Source datasetuspto-grants-2016_04
ORD IDord-0950cae1de984bccb79cc2040b8834cf
Source noteuspto-grants-2016_04